Colonial Homes for Sale in Ossining, NY

Full of warmth, character, and timeless appeal, this charming colonial home offers a wonderful blend of classic details, comfortable living spaces, and an exceptional location in the heart of Ossining. Set on a beautiful property with a spacious yard, this special home provides the perfect backdrop for gardening, entertaining, outdoor play, or simply enjoying a quiet evening

Amanda Saraceno Keller Williams Realty Group

Steeped in history and timeless elegance, this stately Southern Colonial presides over nearly 3 private acres in the estate area of Briarcliff Manor, offering the rare combination of architectural pedigree and modern livability.Built in 1900 by village founder Walter Law for his daughter and inspired by George Washington's Mount Vernon, the residence makes an unforgettable first impression

Tina Adams Corcoran Legends Realty

Exquisite new 5 bedroom, 4.1 bath center hall colonial to be built offering refined luxury and timeless architectural elegance in an exceptional cul-de-sac setting. Perfectly positioned on just shy of one acre and backing the serene wooded grounds of the Edith Macy Center, this residence blends privacy, prestige, and natural beauty. A rare opportunity exists to fully customize finishes,

Mark Seiden Mark Seiden Real Estate Team

Welcome to 34 Terrace Avenue, a well-maintained two-family home offering an excellent opportunity for an owner-occupant or investor. The first-floor unit features an eat-in kitchen with pantry, spacious dining room, living room, two generously sized bedrooms with double-wide closets, and a full bathroom. The dining room, and both bedrooms feature beautiful hardwood floors. The living room also

Suzan Zeolla Houlihan Lawrence Inc.

Stately, 4-bedroom Colonial with Hudson River views, ideally set on a level 2/3-acre property with exceptional curb appeal. Located within the desirable walk-to-train Scarborough neighborhood , this home offers a seamless blend of timeless architecture and modern convenience—perfectly suited for today’s Westchester lifestyle.Spanning approximately 3,500 square feet, the residence features

Betsey Relyea Houlihan Lawrence Inc.

Welcome to this beautifully maintained vintage Colonial, ideally situated on a desirable corner lot in the heart of the village. Combining classic character with thoughtful updates, this spacious home offers comfortable living both inside and out. The first floor features hardwood floors, high ceilings, a bright eat-in kitchen, dining room, an inviting living room, and laundry off the kitchen.

Mark Seiden Mark Seiden Real Estate Team

Old Dam Farm — A Rare Hudson Valley Legacy Set on nearly 40 pristine acres bordered by over 100 acres of protected New York City watershed land, Old Dam Farm offers an unparalleled combination of natural beauty, history, and lifestyle. This remarkable estate overlooks the sparkling Croton Reservoir, creating a backdrop of breathtaking views in every season. At its heart stands a spectacular

Nancy Kennedy Houlihan Lawrence Inc.

Opportunity awaits with this private 3 bedroom, 3 full bath Colonial in Briarcliff Manor, NY, located within the award-winning Briarcliff Manor School District. Featuring hardwood floors, central air conditioning, municipal water/sewer, and timeless Colonial charm. This Westchester County home offers an excellent chance to personalize, and build lasting equity. Whether you're a first-time buyer,

Janet Brand Houlihan Lawrence Inc.

A once-in-a-lifetime opportunity to own Maplehurst Farm, originally known as the Conklin-Chadeayne Farmhouse, an irreplaceable Antique Farmhouse Colonial estate dating back to the 1730s, nestled on five irreplaceable acres in the highly sought-after community of New Castle. Rich in history and timeless character, this extraordinary property preserves many of its original architectural details,

Annemarie Credentino BHHS River Towns Real Estate

Welcome home to a charming two family Dutch Colonial in the Forest Park area of Ossining. Each unit features two bedrooms, full bath, living room, dining room, & kitchen. The first floor unit has access to a full basement with laundry & plenty of storage. The second floor unit also has 2 bedrooms, full bath, living room, dining room & attic space. Hardwood floors, high ceilings & plenty of

Elizabeth Kamp Kane & Associates

A rare opportunity to own a beautifully maintained Cape Cod Colonial in the Briarcliff School District, with serene views overlooking the 6th and 7th holes of the prestigious Sleepy Hollow Country Club. Set behind stone walls on expansive, beautifully landscaped grounds, this special home offers a distinctive blend of classic character, modern comfort, privacy, and an exceptional indoor outdoor

Susan Strawgate Code Houlihan Lawrence Inc.

Wonderfully updated and beautifully maintained, this charming Village Colonial offers the perfect combination of character, comfort, and convenience. Located within a 10 minute walk to Metro North and the Hudson River, this home is ideal for commuters! Enter through the front porch to find inside, hardwood floors flowing throughout the home. The open living and dining area features elegant crown

Mark Seiden Mark Seiden Real Estate Team

Don’t miss this hidden gem. A charming three bedroom, two full bath cape colonial tucked away behind trees on a fenced, level and private property, which backs on a cul-de-sac as an added bonus. Loads of character and charm and beautifully maintained inside and out. Updated Eat-in-Kitchen. All interior hardwood floors refinished as seen (Sept. 2026). Huge flagstone Patio with gorgeous yard. All 3

Susan Strawgate Code Houlihan Lawrence Inc.

Welcome to 156 River Road, a fully renovated, turnkey Colonial in the "River Road" neighborhood of Briarcliff Manor with Breathtaking Hudson River Views.Set on a beautifully manicured acre in this quaint and highly desirable neighborhood, this fully renovated Colonial combines timeless character with modern comfort. From the moment you arrive, the home makes a striking first impression with

Maureen Verre Houlihan Lawrence Inc.

This elegantly appointed, new construction Colonial, built by noted local builder, is set on 1.45 landscaped acres in a newly created Briarcliff Manor cul-de-sac. A dramatic two-story foyer with herringbone floors and finely crafted millwork introduces light-filled interiors designed for gracious entertaining and effortless everyday living. The expansive living room, anchored by a sleek

Brian Milton Compass Greater NY, LLC

Experience refined new construction living at 50 Austin Place, a thoughtfully designed to-be-built 2026 Colonial estate set on 11.22 private acres in the heart of Briarcliff Manor. Offering 5,775 square feet of elevated living space, this 5-bedroom, 5.5-bath residence seamlessly blends timeless architecture with modern functionality. Estimated completion Winter 2026. A dramatic double-height

Nicola Santucci Houlihan Lawrence Inc.

Welcome to 110 Cypress Lane, a beautifully maintained Colonial set at the end of a serene cul-de-sac street in sought-after Briarcliff Manor. This spacious and versatile home offers five bedrooms with a first-floor primary suite option, multiple living spaces, and thoughtful updates throughout. The main level features a welcoming foyer, elegant living and dining rooms, an updated powder room, and

Susan Strawgate Code Houlihan Lawrence Inc.

Large 3-bedroom, 2.5 bath, 2,914 square foot single family colonial home on 54,132 square foot wooded lot. Home is a short drive into town and Hudson train station to Riverdale. Make it your own. Jump on this great deal before its gone! All buyers are responsible to confirm City, County, Zoning, Tax, and other records to their satisfaction before bidding. No inspection contingencies in contract.

Jamarr Zellner REALHome Services & Solutions

This 1800's Colonial offers a hidden backyard with in-ground pool/Formal and versatile living space is found throughout the home/A wide covered front porch, large living room and formal dining room, Eat-in-Kitchen along with full hall Bathroom compliment the main living level. There are two backyard access points from the Kitchen & Hallway too . . The Primary bedroom w/sitting room, is on the

Greg Kane Kane & Associates

Exceptional value in a spectacular setting. Welcome to this beautifully renovated Dutch Colonial, an elegant blend of timeless architectural character, refined modern updates, and Hudson River views. Bathed in natural light and thoughtfully designed for both gracious living and entertaining, this exceptional home offers a rare combination of style, comfort, and an extraordinary setting.The

Wendy Holt Houlihan Lawrence Inc.